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(2R,3R,4S,5R,6R)-2-methyl-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 87d2742e-ea09-43b3-92a4-3db30d91a8ab
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
IUPAC Name (2R,3R,4S,5R,6R)-2-methyl-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C([O+]=C4C=C(C=C(C4=C3)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC(=C(C(=C6)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@H]([C@H]([C@@H](O2)OC3=C([O+]=C4C=C(C=C(C4=C3)O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](O5)CO)O)O)O)O)C6=CC(=C(C(=C6)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H40O21/c1-9-20(38)24(42)27(45)31(49-9)48-8-19-23(41)26(44)29(47)33(54-19)52-17-6-12-15(50-30(17)10-2-13(36)21(39)14(37)3-10)4-11(35)5-16(12)51-32-28(46)25(43)22(40)18(7-34)53-32/h2-6,9,18-20,22-29,31-34,38,40-47H,7-8H2,1H3,(H3-,35,36,37,39)/p+1/t9-,18+,19-,20+,22-,23-,24+,25+,26-,27-,28-,29-,31-,32-,33-/m1/s1
InChI Key BMDKCVRDDZIEMR-LGLHJKQMSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H41O21+
Molecular Weight 773.70 g/mol
Exact Mass 773.21403331 g/mol
Topological Polar Surface Area (TPSA) 340.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -3.59
H-Bond Acceptor 20
H-Bond Donor 14
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5R,6R)-2-methyl-6-[[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-5-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8325 83.25%
Caco-2 - 0.9024 90.24%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.4987 49.87%
OATP2B1 inhibitior - 0.7129 71.29%
OATP1B1 inhibitior + 0.8581 85.81%
OATP1B3 inhibitior + 0.9652 96.52%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7439 74.39%
P-glycoprotein inhibitior - 0.4487 44.87%
P-glycoprotein substrate - 0.5594 55.94%
CYP3A4 substrate + 0.6181 61.81%
CYP2C9 substrate - 0.8041 80.41%
CYP2D6 substrate - 0.8317 83.17%
CYP3A4 inhibition - 0.9725 97.25%
CYP2C9 inhibition - 0.9009 90.09%
CYP2C19 inhibition - 0.8434 84.34%
CYP2D6 inhibition - 0.9345 93.45%
CYP1A2 inhibition - 0.8692 86.92%
CYP2C8 inhibition + 0.7690 76.90%
CYP inhibitory promiscuity - 0.7189 71.89%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6161 61.61%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9027 90.27%
Skin irritation - 0.8311 83.11%
Skin corrosion - 0.9573 95.73%
Ames mutagenesis - 0.6391 63.91%
Human Ether-a-go-go-Related Gene inhibition + 0.8423 84.23%
Micronuclear + 0.6259 62.59%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9223 92.23%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8770 87.70%
Acute Oral Toxicity (c) III 0.5602 56.02%
Estrogen receptor binding + 0.7555 75.55%
Androgen receptor binding + 0.5299 52.99%
Thyroid receptor binding + 0.5233 52.33%
Glucocorticoid receptor binding - 0.5352 53.52%
Aromatase binding + 0.5780 57.80%
PPAR gamma + 0.7140 71.40%
Honey bee toxicity - 0.7926 79.26%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5949 59.49%
Fish aquatic toxicity + 0.7426 74.26%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.62% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.65% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.99% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.62% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.40% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.39% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.45% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 90.52% 94.73%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.84% 92.94%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 89.54% 83.57%
CHEMBL2581 P07339 Cathepsin D 89.40% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.27% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.71% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 88.08% 94.75%
CHEMBL3194 P02766 Transthyretin 85.42% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 83.59% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.09% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.76% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.30% 89.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Petunia reitzii
Vicia villosa

Cross-Links

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PubChem 154496453
LOTUS LTS0025414
wikiData Q104938353